| 1 | Sat 7 Sep | 142-3 v Chichester CityCheshunt 2-3 Chichester City | Isthmian League - Premier Division |
| 2 | Sat 14 Sep | 70-1 v King's Lynn TownKing's Lynn Town 1-0 Cheshunt | Emirates FA Cup Second Qualifying Round |
| 3 | Sat 21 Sep | 7 3-4 v Hashtag UnitedCheshunt 3-4 Hashtag United | Isthmian League - Premier Division |
| 4 | Sat 5 Oct | 100-3 v Dover AthleticDover Athletic 3-0 Cheshunt | Isuzu FA Trophy Third Qualifying Round |
| 5 | Sat 12 Oct | 140-1 v Potters Bar TownCheshunt 0-1 Potters Bar Town | Isthmian League - Premier Division |
| 6 | Tue 15 Oct | 143-2 v Hastings UnitedHastings United 2-3 Cheshunt | Isthmian League - Premier Division |
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